1.When she was on "Facts of Life" for a brief — but adorable — minute.
2.And that episode where she sang and played the ukulele.
3.The time she sang "The Star Spangled Banner" on a Disney album.
4.At 13, when she landed her first film role in "Tempest," costarring alongside John Cassavetes, Gena Rowlands, and Susan Sarandon.
5.When she played Niki in the 1983 movie "Spacehunter: Adventures in the Forbidden Zone," a 3-D sci-fi flick. She plays an "unlikely hero" who helps save three stranded women from an evil and lecherous space lord.
6.When she shared this romantic birthday cake with Jake Ryan in "Sixteen Candles."
7.In "The Breakfast Club" as the misunderstood pretty, rich, popular girl.
8.This famous outfit from "Pretty In Pink."
9.And this equally famous and awesome outfit from "Pretty In Pink."
10.And, of course, this iconic image from the same film.
11.One of her more incredible pictures, done by photographer Sheila Metzner.
12.When she beat Rober Downey Jr. at his own game in "The Pick-up Artist" (1987).
13.As a Kentucky backwoods girl in this weird (and poorly performing) 1988 film, "Fresh Horses." But her hair looked so amazing.
14.When she wore a top hat with her wedding dress in "Betsy's Wedding."
15.When she had a red-carpet moment with JTT back in 1996.
16.Although the 1997 horror movie "Office Killer" got pretty bad reviews, Ringwald had the opportunity to work with famed photographer Cindy Sherman, who directed.
17.Her hilarious cameo in "Not Another Teen Movie."
18.When she did the Broadway revival of "Cabaret."
19.More recently, you've probably seen her on ABC Family show "The Secret Life of the American Teenager."
20.What? She was a judge on RuPaul's "Drag U"? Rad.
And one moment we're still waiting for and are intrigued by as seen on Molly's site — a forthcoming album? Very interesting.